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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1505228Generated: November 2, 2026

Water → [2-Isopropoxy-6-methyl-3-pyridyl]methanamine

https://huagongshe.com/reaction/1505228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant2-Isopropoxy-6-methyl-nicotinonitrileHCID 21604363—
SolventDiethyl EtherHCID 3283—
Product[2-Isopropoxy-6-methyl-3-pyridyl]methanamineHCID 6165559789.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

The nitrile 32a (1.25 g, 7.12 mmol) solubilized in Et2O (20 mL) and THF (10 mL) was added in small portion to a mixture of LiAlH4 (0.54 g, 2 mol eq) in Et2O (50 mL) stirred at 0° C. Then the mixture was stirred at room temperature overnight. The excess of LiAlH4 was decomposed by water addition at 0° C., the solid formed was filtered, washed with Et2O and the filtrate was separated. The organic phase was anhydrified over Na2SO4 and evaporated to dryness to obtain 33a as yellow oil (1.14 g, 6.35 mmol, 89% Yield) used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216975B2
Source datasetuspto-grants-2015_12
ORD IDord-85f9c001e53b41529197687bc5573a48
Source noteuspto-grants-2015_12